3-(Phenylthio)propanoic acid

Base Information

• Chemical Name: 3-(Phenylthio)propanoic acid
• CAS No.: 5219-65-8
• Molecular Formula: C9H10 O2 S
• Molecular Weight: 182.243
• Hs Code.: 2930909090
• European Community (EC) Number: 831-711-1
• NSC Number: 14777,8542
• DSSTox Substance ID: DTXSID80278629
• Nikkaji Number: J730.252E
• Wikidata: Q72498773
• Mol file: 5219-65-8.mol

Synonyms:3-(phenylthio)propanoic acid;5219-65-8;3-(Phenylsulfanyl)propanoic acid;3-phenylsulfanylpropanoic acid;Propanoic acid, 3-(phenylthio)-;MFCD00215509;3-phenylsulfanyl-propionic acid;3-(Phenylthio)propanoicacid;dioxaphetylbutyrate;Bionet2_000837;3-(Phenylthio)propionic acid;3-phenylsulfanylpropionic acid;3-(Phenylsulfanyl)propan acid;SCHEMBL1930794;DTXSID80278629;NSC8542;HMS1366G01;3-(Phenylsulfanyl)propanoic acid #;AMY32275;NSC 8542;NSC-8542;NSC14777;beta-(Phenyl-mercapto)propionic acid;BBL000175;NSC 14777;NSC-14777;STK288061;AKOS000114525;CS-0072022;EU-0052246;FT-0679560;EN300-00053;5E-906;D94986;A871049;AE-848/00990055;SR-01000527002;J-510930;J-620014;SR-01000527002-1;Z56821538;F0908-0568

Chemical Property of 3-(Phenylthio)propanoic acid

Chemical Property:

• Vapor Pressure: 3.6E-05mmHg at 25°C
• Melting Point: 53-55°C
• Boiling Point: 339.3°Cat760mmHg
• PKA: 4.27±0.10(Predicted)
• Flash Point: 159°C
• PSA: 62.60000
• Density: 1.22g/cm³
• LogP: 2.25340
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 182.04015073
• Heavy Atom Count: 12
• Complexity: 142

Purity/Quality:

98%min ^*data from raw suppliers

3-(Phenylthio)propanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)SCCC(=O)O

Technology Process of 3-(Phenylthio)propanoic acid

There total 28 articles about 3-(Phenylthio)propanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

thiophenol (108-98-5) + acrylic acid (79-10-7) → acide phenylthio-3 propanoique (5219-65-8)

Guidance literature:

With tetrabutyl ammonium fluoride; at 50 ℃; for 1h;

DOI:10.1016/j.tet.2007.11.064

Reference yield: 94.0%

chloropropionic acid (107-94-8) + thiophenol (108-98-5) → acide phenylthio-3 propanoique (5219-65-8)

Guidance literature:

thiophenol; With sodium hydroxide; In water; at 20 ℃;

chloropropionic acid; In water; for 4h; Reflux;

With hydrogenchloride; In water; at 20 ℃; pH=< 2;

Reference yield: 91.0%

3-Bromopropionic acid (590-92-1) + thiophenol (108-98-5) → acide phenylthio-3 propanoique (5219-65-8)

Guidance literature:

With potassium hydroxide; In ethanol; for 2h; Heating;

DOI:10.1248/cpb.48.1854

upstream raw materials:

β-Propiolactone

sodium thiophenolate

thiophenol

3-iodopropanoic acid

Downstream raw materials:

2,3-dihydro-4H-[1]benzothiopyran-4-one

3-(phenylsulfonyl)propionic acid

β-(phenylthio)propionyl chloride

3,3-bis(phenylsulfanyl)-propanoic acid

Refernces

• 1、 Dhiman, Shefali. "Biocatalytic Oxidation of Sulfides to Sulfones". . p. 250 - 255. Retrieved 2021/03/29.
• 2、 Duan, Shengguo,Jablasone, Saygbechi T.,Li, Chuan-Ying,Xu, Ze-Feng,Ye, Zihang. "Synthesis of benzothiazonine by rhodium-catalyzed denitrogenative transannulation of 1-sulfonyl-1,2,3-triazole and thiochromone". supporting information. p. 5758 - 5761. Retrieved 2021/07/12.